What is the most interesting question you can ask to get to know someone?
13.06.2025 14:29
45~ How do you feel about me blindfolding you? How about blindfolding me?
51~ Are you willing to play adult games with your partner?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
What’s the craziest thing you’ve heard pretending to be asleep?
*** Questions about Relationships/Past ***
34~ Do you like the lights on or off during sex?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
Do you like the “69” position? Do you prefer to be on top or bottom?
Would you allow me to clean every part of your body with my soapy hands and fingers?
9~ How many times over your lifetime do you think you have had sex so far?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
22- What is your favorite childhood memory? What is your least favorite?
Why did Trump call Biden and Schumer Palestinians?
*** Questions About Me ***
62~ Have you used adult toys?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
What is your worst experience in life?
7- What are your thoughts on religion? Is there an afterlife?
Teacher/Student Stranger/One Night Stand
23~ What do you believe is required to have a successful and healthy relationship? (This is important, take your time, and really think about this)
Commanders CB Lattimore feeling 'way better' - ESPN
33- Beach or Mountains? Or is there another place to like better?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
44~ Care to share something about yourself that no one else knows about you?
I just cannot wake up early, even if I sleep on time. What should I do?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
You know that I will be 100% truthful, so ask.
11- Is there something you would like me to do, in any area of our relationship that I have not done, or you want more of?
What does it mean when you dream that your mother died?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
59~ Have/do you masturbate? How often? What do you use? (Toys, Phone sex, Erotica, Hard Core, shower/water, etc) Would you, while your partner watches?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
92~ Have you ever had or have an STD? How many? What was it?
29- How superstitious are you?
How do people develop stage 4 cancer without noticing until it’s too late?
*** Deal Breaker Questions ***
Nothing too Serious
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
Why can’t the British eat or drink anything unless they place a table cloth on the table first?
37- Do you like your name? If you could change it, what would you change it too?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
Healthy aging: Eating more berries, flavanoids may be key - Medical News Today
These go from easy to answer, to OMG, you really want to know that?! to some serious thought. Take your time and have fun with this. The past is the past… it got you two here together…
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
13- What’s your favorite drink? What’s your least favorite?
What are your thoughts on RM's new album "Right Place, Wrong Person"?
38~ Share your most embarrassing sexual memory?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
7-What do I do in bed that drives you wild? How about, what turns you off?
Is the Shia claim true that Imam Ali was born inside the Kaaba?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
51~ What tends to bring a smile to your face?
9- What’s your favorite season and why? What’s your least favorite?
Accidental find in planetarium show could shift scientists’ understanding of our solar system - CNN
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
70~ Would/do you have/like anal sex?
Over time has your thoughts on sex changed?
15- What bad habit do you wish you could quit? Do you have any addictions?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
What do you dislike about me? I asked you to be 100% honest.
Prisoner/Prison Guard Landlord/Tenant
9- If you could have three wishes, what would they be? Why?
Will you cheat again? How can, you be sure? Define what cheating is to you.
What would you say to prove to yourself that it was really you?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
89~ Do you like taking showers together?
50~ How many children do you have? What are their ages?
11- What's your favorite restaurant? What’s your least favorite?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
47~ What would be your dream job and why?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
14- Do you have a “Deal Breaker”, anything that your partner has done or will do, a boundary that once crossed you are done with the relationships?
Would you do it again, and would you rather 2 females or 2 males?
Please share Did you stop?
What was the longest? What was the shortest?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
41~ What are you best at in bed? What do you think you are not so good at? Anything you want to get good at?
*** What’s Your Favorite…? ***
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
11~ Have you ever been caught by your parents or children or others while having sex?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
Master/Slave Boss/Maid
17- Have you ever done drugs? Which ones? How often?
13- What is the craziest/scariest thing you've ever done?
50~ Where would you like to be touched more? Do you have a place that you want to be touched, that no one has, or has only happened a couple times? How about less?
4- For a pet, Cat, dog or other?
40~ If you could go back in time, and relive your life, with the knowledge you have now, what age would you go back to and why?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
1- What was your first impression of me? Has it changed?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
Have you ever? Care to Share?
53~ How much can you tell me about the one thing you are most passionate about?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
65~ Describe the best orgasm you’ve ever had? Care to share?
11- List at least 5 things on your bucket list. Have you done any of them already?
I would allow you to do it… What would you do to me?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
What have you learned about me that was new and/or surprising?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
If you win, what will you make them do?
12- What’s your favorite food? What’s your least favorite?
How about if they talk dirty and/or call you names?
1- What’s your favorite animal? Do you a least favorite?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
1~ How old were you when you had your first kiss? Who? Care to Share?
9- Is there something you’ve always wanted to ask me but you’re afraid?
Get this wrong and this could mean the end… :-) some funny, some not…
71~ Would you give your partner a hand or foot job? Would you receive one?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
30~ What's something unexpected that turns you on?
67~ Do you like it when your partner moans and/or is vocal during sex?
How well do you know me? And some of your thoughts about me
Does the thought excite you? Care to share?
How many times do you think you have “made love”?
Repairman/Lonely Wife Virgin/Experienced
14- What is an embarrassing moment in your life? How about your most embarrassing?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
Would /have you ever given your partner a lap dance and Striptease?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
(Dildo, vibrator, nipple clamp, cock ring, butt plug and tail, couples’ toys, pocket pussy/sleeves, Ben-wa balls, pumps, gags, strap-on, remote controlled, vibrating panties, ETC…)
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
60~ How important is oral sex? Do you like receiving? Do you like giving?
49~ How many times have you been married? Why did they end?
13~ Is there a difference between, making love, having sex, and fucking?
26~ What side of the bed do you sleep on?
15~ Have you ever been “in love”? Who? Care to Share?
19- Do/have you smoked? What do you prefer? How often?
8- What's your favorite flavor of ice cream? Do you a least favorite?
Any that are a turn off?
If yes, what?
2- What’s your favorite color? Do you a least favorite?
28- What are some things that people do that irritate you?
36- Do you play video games? What is your favorite? Do you a least favorite?
31- If given a chance to be immortal, would you take it? Why?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
What is your view on sex? Meaning, When/Where/ How often/
What’s the longest time you gone without having sex, after, having it? How much time between the others?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
42~ What’s your biggest regret in life?
5- Have you ever been hypnotized? Would you allow yourself to be?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
23- What is your dream job? What was it as a child?
34- Ever been to a concert? What was your favorite? Who would you like to see?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
82~ Do you have any fantasies involving Role-Playing?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
12- What is the weirdest thing you've ever eaten?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
75~ If your partner wants an orgasm/have sex when you don't desire to have sex, how do you plan to deal with their needs?
Any that are a turn off?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
3- What’s your favorite smell? Do you a least favorite?
81~ Do you have any kinks and/or fetishes?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
Escort/Client Job Applicant/Hiring Manager
10~ How many dates are necessary before you to have sex with someone?
Do you think this brought you closer together?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
If you say it, I will stop, and we can talk about it when you are ready.
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
36~ What is your favorite time of day to have sex/make love?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
Can you Deep Throat? Do you like the taste of yourself?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
39~ What are your love languages?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
Family Relation Age Play
33- If you could visit any time period, when would you pick? Please explain why?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
13- How about having a certain hair cut/style?
How old are you? Male or Female?
3- Should Pluto still be considered a planet? 4- How about smoking?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
What have you learned about yourself that you did not before this?
Would you mind if your partner watched it? How about together vs alone?
Do you watch it? What is your favorite?
48~ Have you ever paid or been paid for sex?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
21- What's your favorite way to spend a weekend or time off?
Do you like it when they show and tell you what they want?
Do you have a favorite? Is it ok if your partner does?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
61~ How willing would you be to try new sexual positions?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
83~ How do you feel about Porn?
92~ Everyone needs a “safe” word. What is yours?
28~ What are some things that turn on? What is your biggest turn on?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
29~ What are some things that turn you off? What is your biggest turn off?
40~ What’s the weirdest place you’ve ever had sex?
48~ Do you have any siblings? Are you close to your family?
7- What if a person smells a certain way? 8- How about smoking?
How many partners have you had oral sex with? Who? Care to Share?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
* Give a rating for each one (0-100)
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
If YES, was it with 2 men or 2 women? Did you enjoy it?
18~ Who/when was your first “crush”?
85~ If I gave you a “Free Pass” for you to do anything to me for one hour, knowing that no matter what you did,
Model/Photographer Police/Criminal
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
84~ How do you feel about reading/listening to adult stories?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
32- What's your greatest talent? Can I see it right now?
20- What’s your favorite candy? What’s your least favorite?
14- What's your favorite dessert? Do you a least favorite?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
Doctor/Nurse Stripper/Client
17- What’s your favorite holiday? What’s your least favorite?
15- What's your favorite saying? What word or phrase is your least favorite?
21~ What was the best date you ever went on? What has been the worst?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
27- What was/ is nickname? Does it have a meaning behind it?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
Would you ever want to be woken up with oral and/or intercourse?
Nurse/Patient Celebrity/Fan
76~ Have you had a threesome? Care to Share?
19~ Who/when was your first “heartbreak”?
18- How often do you drink alcohol? What is your favorite drink?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
25~ How do you feel about PDA? (Public Display of Affection)
What is your favorite toy? Ever wanted to try a specific toy?
The Ice Breaker Questions
A comprehensive questionnaire, this should be a fun exercise to get to know each other. Try to give as much detail as possible when answering questions. You can go through this together and talk about each question or fill out the questionnaire as completely as you can and once you are done, go through each question together. If you have been together for a while, it is also fun to try to answer the questions for your partner. Remember this should be fun, so if you do not wish to answer a question you can “PASS” and not answer. Both should answer honestly and without judgement. (This is important, without judgement) I hope this helps you get closer and strengthens your relationship… You can learn a lot about the other person… and yourself…
What is your favorite position? Why?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
10- List 5 of your top pet peeves.
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
8- What are your thoughts on politics?
5~ When you first started having sex, was it what you thought it would be?
85~ If you gave me a “free Pass” to have me do anything for one hour, what would you want me to do to you?
52~ What are your hobbies?
52~ Are you willing to make “those types” of bets with your partner?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
*** Random Questions ***
Would you read them together?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
10- What is your favorite family tradition? What’s your least favorite?
6- Do you have dreams? Can you remember them? What do you usually dream about?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
11- How about if they like a certain sports team? 12-How about drinking too much?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
22- Do you have any birth marks? How about scars? Care to share how you got them?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
2~ How old were you when you got to 2nd base? (Tongue kissing, breast feeling, or outside the clothes genital contact) Who? Care to Share?
3- What Superhero or Superpower would you want to be/have?
If NO, would you ever have one? Would it be with 2 men or 2 women?
19- What’s your favorite fairytale? What’s your least favorite?
80~ Share your top three fantasies/desires. (Be detailed) 😊
Do you shave/trim your pubic hair? For you guys do you shave your balls?
That one or two things that made you go hmmmm, OMG or wow!
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?